Would you ever date your friend's/boss' daughter/son?

I know a guy that is sort of friend’s with his boss. Sometimes they go out with the guys and have a drink. The boss is about 10 years older than him but he’s really cool and they get along. He stayed the night at his boss’ house and met his daughter that’s about his age and is hot.

He wants to know if it’d be wrong to go after her? In my opinion it’s not a good idea because 1. friend’s daughter 2. boss’ daughter

haha. She’s only 2 years younger than him. She’s 19, he’s 21. Boss is in 30’s